Polycyclic structural analogues of natural quinones (dienonaphtha-, anthra- and naphthacenequinones) have been synthesized by cycloaddition reactions of 2-isopropenyl-2-thiolene-1,1-dioxide with quinones. The cycloadditon reaction of quinones with oxasoles is a route to isoquinolinoquinones or pyrrolonaphthoquinones. Anthra- and- naphthoquinones containing a terpenoid fragment have been synthesized by retro-decomposition of cycloadditon products of levopimaric acid with quinones.